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Our top choices for Winter Park vacation homes

Relaxing townhouse w/ sunroom & fireplace

Relaxing townhouse w/ sunroom & fireplace
2.0 star property
Hideaway Junction
10.0 out of 10, Exceptional, (4 reviews)
"This place was clean and comfortable. We enjoyed the large couch for movie time!"
United States
Greg E.
Relaxing townhouse w/ sunroom & fireplace

Split interior 2 bedroom, comfortable family rental

Split interior 2 bedroom, comfortable family rental
Hideaway Village
9.2 out of 10, Wonderful, (5 reviews)
"It was a good location. It was nice and clean. "
United States
Andria C.
The price is ¥19,765
¥46,106 total
includes taxes & fees
Jan 18 - Jan 19
Split interior 2 bedroom, comfortable family rental

Private Hot Tub, Garage + EV Charger, On Bus Line!

Private Hot Tub, Garage + EV Charger, On Bus Line!
Fraser
10.0 out of 10, Exceptional, (2 reviews)
"Nicely decorated little condo w/ 2 bedrooms, perfect for a family. Hot tub was icing on the cake and great views."
United States
Sheri D.
The price is ¥20,012
¥56,345 total
includes taxes & fees
Jan 19 - Jan 20
Private Hot Tub, Garage + EV Charger, On Bus Line!

Family-Friendly 3BR/3BA Near Winter Park - Hot Tub

Family-Friendly 3BR/3BA Near Winter Park - Hot Tub
2.0 star property
Downtown
10.0 out of 10, Exceptional, (1 review)
"Perfect place to stay with young kids. Very baby friendly with all the essentials. Great communication with hosts. Has everything you need for your stay. Highly recommend! "
United States
Ashley L.
The price is ¥30,549
¥71,652 total
includes taxes & fees
Jan 20 - Jan 21
Family-Friendly 3BR/3BA Near Winter Park - Hot Tub

3 Level Townhome, Ski Shuttle, Views, Hot tub!

3 Level Townhome, Ski Shuttle, Views, Hot tub!
2.0 star property
Downtown
9.6 out of 10, Exceptional, (4 reviews)
"Great location and house!! Trouble communicating with the property though. We tried calling a couple times and have had questions about our deposit since and can’t get anyone to reach out to us. "
United States
Matthew K.
The price is ¥36,715
¥100,673 total
includes taxes & fees
Jan 19 - Jan 20
3 Level Townhome, Ski Shuttle, Views, Hot tub!

Mountain escape, minutes from Winter Park resort and town. Hot tub access.

Mountain escape, minutes from Winter Park resort and town. Hot tub access.
Winter Park
9.0 out of 10, Wonderful, (2 reviews)
"Very clean, well-equipped property convenient to town. Would stay here again."
United States
Jan S.
The price is ¥19,765
¥58,174 total
includes taxes & fees
Jan 19 - Jan 20
Mountain escape, minutes from Winter Park resort and town. Hot tub access.

Lodge 212 | Brand New LUXE Designer Home + Hot Tub

Lodge 212 | Brand New LUXE Designer Home + Hot Tub
2.0 star property
Fraser
10.0 out of 10, Exceptional, (1 review)
"10 minute drive to ski area, 5 minutes to the grocery store, 5 minutes to the Rec Center. Excellent location. Townhouse is brand new-everything works, beds are comfortable, plenty of kitchen supplies."
United States
ann b.
The price is ¥47,436
¥147,169 total
includes taxes & fees
Jan 18 - Jan 19
Lodge 212 | Brand New LUXE Designer Home + Hot Tub

Spacious, Updated Mountain Home with Views, Private Hot Tub and Sauna.

Spacious, Updated Mountain Home with Views, Private Hot Tub and Sauna.
Fraser
10.0 out of 10, Exceptional, (1 review)
"Stayed here for our trip to Winter Park. Layout of the home was my favorite! It was the perfect location. We loved it and hope to come back."
United States
Crystal F.
The price is ¥28,020
¥87,187 total
includes taxes & fees
Jan 20 - Jan 21
Spacious, Updated Mountain Home with Views, Private Hot Tub and Sauna.

The Rail Haven 3 Bedroom Townhouse by RedAwning

The Rail Haven 3 Bedroom Townhouse by RedAwning
3.0 star property
Winter Park
The price is ¥25,629
¥134,932 total
includes taxes & fees
Jan 19 - Jan 20
The Rail Haven 3 Bedroom Townhouse by RedAwning

Hot Tub & Fireplace Mountain Retreat | 5 minutes to Winter Park Resort

Hot Tub & Fireplace Mountain Retreat | 5 minutes to Winter Park Resort
Winter Park
10.0 out of 10, Exceptional, (3 reviews)
"Really nice place "
Canada
Davonne K.
Hot Tub & Fireplace Mountain Retreat | 5 minutes to Winter Park Resort

Close to slopes-Walk to Downtown Winter Park!

Close to slopes-Walk to Downtown Winter Park!
Winter Park
9.6 out of 10, Exceptional, (7 reviews)
"Our host was a great communicator."
United States
Bernie B.
The price is ¥22,611
¥57,946 total
includes taxes & fees
Jan 21 - Jan 22
Close to slopes-Walk to Downtown Winter Park!

Wonderful Fraser 2 bedroom, pet friendly, large yard

Wonderful Fraser 2 bedroom, pet friendly, large yard
Downtown
8.8 out of 10, Excellent, (6 reviews)
"The property was amazing the view from the deck of the mountains had a spectacular sunset view. The home is very comfortable and welcoming we had a great evening making dinner and playing board games, the night we didn't cook there were plenty of great places a walk or short drive away, we highly recommend this place for your next stay and adventure at winter park."
United States
Steve P.
The price is ¥35,956
¥74,150 total
includes taxes & fees
Jan 19 - Jan 20
Wonderful Fraser 2 bedroom, pet friendly, large yard

Trailside Mountain Retreat with Private Hot Tub

Trailside Mountain Retreat with Private Hot Tub
Hideaway Village South
10.0 out of 10, Exceptional, (2 reviews)
"This property was tucked away yet a short drive provided restaurants, activities and grocery store. The property was home away from home for an extended family trip and wedding. All the conveniences inside the home, many closets and comfortable beds. Cozy, cozy, cozy!"
United States
Pam L.
Trailside Mountain Retreat with Private Hot Tub

Hot Tub MTN Views | Free Shuttle | Central WP

Hot Tub MTN Views | Free Shuttle | Central WP
Winter Park
10.0 out of 10, Exceptional, (4 reviews)
"Solid property with great view. Hot tub worked fine, laundry stocked, everything needed was there. Be great if winter Park resort showed the green line shuttle on it's app so you could better time the walk to the shuttle stop, but that's on the resort"
United States
Nathan F.
The price is ¥34,154
¥125,449 total
includes taxes & fees
Feb 9 - Feb 10
Hot Tub MTN Views | Free Shuttle | Central WP

Lovely and spacious 3 bedroom family condo

Lovely and spacious 3 bedroom family condo
2.0 star property
Fraser
The price is ¥29,568
¥67,035 total
includes taxes & fees
Jan 19 - Jan 20
Lovely and spacious 3 bedroom family condo

NEW! Cozy Winter Park Ski & Bike Retreat - Walkable to Shops, Dining, & Bus Stop

NEW! Cozy Winter Park Ski & Bike Retreat - Walkable to Shops, Dining, & Bus Stop
Winter Park
The price is ¥21,602
¥77,440 total
includes taxes & fees
Jan 19 - Jan 20
NEW! Cozy Winter Park Ski & Bike Retreat - Walkable to Shops, Dining, & Bus Stop

Rustic meets contemporary in this gorgeous Townhome w/ private hot tub

Rustic meets contemporary in this gorgeous Townhome w/ private hot tub
Winter Park
9.8 out of 10, Exceptional, (55 reviews)
"The house was very clean and located in an excellent location with great views of the mountains! Property managers/owners were great to work with. Would definitely stay here again!"
United States
Anonymous traveler
The price is ¥31,718
¥124,815 total
includes taxes & fees
Feb 2 - Feb 3
Rustic meets contemporary in this gorgeous Townhome w/ private hot tub

5 BDR Home, Ski, Hot tub, Shuttle

5 BDR Home, Ski, Hot tub, Shuttle
Grand Park
10.0 out of 10, Exceptional, (21 reviews)
"Highly recommend for big groups 15+. It was clean, had plenty of space, and lots to do nearby. We had a wonderful time!"
United States
Jess T.
The price is ¥44,400
¥107,800 total
includes taxes & fees
Jan 27 - Jan 28
5 BDR Home, Ski, Hot tub, Shuttle

3 Miles to Resort | Hot Tub | Fireplace | EV Charger | Great for Groups

3 Miles to Resort | Hot Tub | Fireplace | EV Charger | Great for Groups
Winter Park
10.0 out of 10, Exceptional, (5 reviews)
"We enjoyed our stay! Very nice and clean home with a great location."
United States
dan d.
The price is ¥52,806
¥116,081 total
includes taxes & fees
Jan 19 - Jan 20
3 Miles to Resort | Hot Tub | Fireplace | EV Charger | Great for Groups

Cozy townhome w/ hot tub & mountain views

Cozy townhome w/ hot tub & mountain views
2.0 star property
Fraser
10.0 out of 10, Exceptional, (3 reviews)
"Great place to stay for large families with good access to skiing and Winter Park. "
United States
Stephanie S.
The price is ¥61,120
¥142,515 total
includes taxes & fees
Jan 20 - Jan 21
Cozy townhome w/ hot tub & mountain views
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Winter Park Hotel Reviews

Find out more about Winter Park

Winter Park Vacation Homes information

Number of reviews
96
Accommodation
710 Vacation Homes
Lowest Price
¥46,106
Highest Price
¥147,169